[3+2] Cycloaddition reactions of diethyl (E)-2-fluoromaleate

[3+2] Cycloaddition reactions of ethyl (Z)-3-fluoropropenoate with nitrones

“…1 shows the oxygen attacking the fluorine side of the alkene. Similar regioselectivity was found in reactions of fluoromaleates with nitrones [5].…”

Horner–Wadsworth–Emmons reaction as an excellent tool in the synthesis of fluoro-containing biologically important compounds

“…The substrate 142 of another type of cycloaddition reaction – [3 + 2] cycloaddition, is also a fluorinated building block obtained by the HWE reaction (Scheme 25). 87 Compound 142 can react with nitrones leading to valuable heterocyclic derivatives that can be further used in drug synthesis (Scheme 25). This is analogous building block that was presented earlier in the synthesis of Mofegilline derivatives.…”

Stereoselective Synthesis of Pyrrolidines Containing a 3-Fluoro Quaternary Stereocenter via Copper(I)-Catalyzed Asymmetric 1,3-Dipolar Cycloaddition

“…Thus, it can be seen that the construction of four contiguous chiral stereocenters, especially with a fluorinated quaternary stereocenter at the 3-position, remains extremely challenging. To the best of our knowledge, only one racemic example has been reported by using a 1,3-dipolar cycloaddition reaction with fluoromaleate as the dipolarophile . However, enantioselective construction of pyrrolidines containing a 3-fluoro quaternary stereocenter has not yet been reported …”